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Electrically conducting composites, methods of manufacture thereof and articles comprising the same

A composition and metallocene complex technology, applied in the direction of conductive materials, conductive materials, conductors, etc., can solve problems such as the inherent complexity of electrical characteristics

Inactive Publication Date: 2015-06-24
ROHM & HAAS ELECTRONICS MATERIALS LLC +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

One challenge of using polymers in digital electronics is the inherent complexity of electrical properties due to the semi-crystalline nature of many conjugated polymers

Method used

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  • Electrically conducting composites, methods of manufacture thereof and articles comprising the same
  • Electrically conducting composites, methods of manufacture thereof and articles comprising the same
  • Electrically conducting composites, methods of manufacture thereof and articles comprising the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] This example was performed to demonstrate that a solution obtained from a solution having 50% by weight or more of a metallocene complex and a stereoregular polythiophene was compared to a comparative composition prepared from a solution that did not contain the same amount of metallocene complex and stereoregular polythiophene. The resulting conductive composition exhibits significantly enhanced charge carrier mobility.

[0075] A sample bottom-gate, bottom-contact thin-film transistor containing a new polymer-metallocene complex semiconductor was fabricated using spin-casting technology. 96.3% of stereoregular (3-hexylthiophene-2,5-diyl) (P3HT, Lisicon SP001 commercially available from Merck) and ferrocene (Fc, 98% pure commercially available from SigmaAldrich) were bound, To obtain the selected mixed composition while maintaining a fixed P3HT concentration of 10 mg / ml in anhydrous trichlorobenzene solvent (commercially obtained > 99% from Sigma Aldrich).

[0076] In...

Embodiment 2

[0083] This example was performed to detail and demonstrate the advantages of using greater than 50% metallocene complex based on the total weight of the conductive composition. In particular, this example, together with Example 1, details the advantages of the claimed composition over the composition of Worle's US Patent Application 2009 / 0001359A1.

[0084] US Patent Application 2009 / 0001359 by Worle addresses the improvement of stability by adding metallocene complexes to polythiophene (PT). However, unsubstituted polythiophenes are generally accepted as "insoluble and intractable". Standard polythiophene deposition methods require an electrochemical process in which thiophene or thiophene monomers are oxidatively polymerized at the anode. Research on solution processing using polythiophenes has employed extreme techniques such as AsF 3 / AsF 5 Solvent systems or high temperature thermal cleavage of soluble polythiophene derivatives and the resulting films cannot be rediss...

Embodiment 3

[0091] This example was performed to determine the effect of adding greater than 75 wt% ferrocene to the composition. Samples were prepared in the same manner as in Example 1. Five compositions were tested using x-rays to study crystallinity and crystal packing. These samples contained only poly(3-hexylthiophene) (i.e., pure poly(3-hexylthiophene), and included ferrocene and poly (3-hexylthiophene) 4 compositions.

[0092] X-ray photoelectron spectroscopy is also performed on thin film transistors. Image 6 To show (a) films spin-coated from a 6:4 solution of Fc:P3HT (ferrocene:poly(3-hexylthiophene) and annealed at 150 °C for 3 h and (b) films formed from Fc:P3HT is a graph of the x-ray photoelectron spectrum of a 9:1 solution die cast film without annealing. Such as Image 6 Removal of ferrocene by spin coating proved to be an important factor in enhancing the mobility, as demonstrated by the XPS depth profile. The depth profile indicates that for the spin-coated trans...

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Abstract

Disclosed herein is a composition comprising a regioregular polyalkylthiophene and / or a regioregular poly[2,5-bis(3-alkylthiophen-2-yl)thieno(3,2-b)thiophene]; and a metallocene; where the metallocene is present in an amount of greater than 75 wt %, based on the total weight of the composition; where the charge mobility is increased by a factor of 3 or more over compositions having 50 wt % of ferrocene or less with the remainder being a regioregular polyalkylthiophene and / or a regioregular poly[2,5-bis(3-alkylthiophen-2-yl)thieno(3,2-b)thiophene]. Disclosed herein too is a method of manufacturing a thin film comprising dissolving a regioregular polyalkylthiophene and / or a regioregular poly[2,5-bis(3-alkylthiophen-2-yl)thieno(3,2-b)thiophene] in a solvent to form a solution; dissolving a metallocene in the solution; where the metallocene is present in an amount of 75 wt % or greater based on the total weight of the ferrocene and the regioregular polyalkylthiophene and / or the regioregular poly[2,5-bis(3-alkylthiophen-2-yl)thieno(3,2-b)thiophene]; disposing the solution on a substrate; and annealing the substrate.

Description

[0001] Cross References to Related Applications [0002] This application is a continuation-in-part of and claims priority to U.S. Patent Application No. 14 / 109008, filed December 17, 2013, and U.S. Application No. 14 / 335,313, filed July 18, 2014, the entire contents of which are incorporated quoted here. technical field [0003] This document relates to highly crystalline conductive composites, methods of making them, and products comprising them. Background technique [0004] Conductive organic polymers and semiconductive organic polymers are often used in electronic devices including displays (eg, computers, televisions, etc.), as well as in solar cells and the like. They are employed in these devices in the form of thin film transistors with flexible and non-flexible substrates. The combination of solution processable conductive or semiconductive organic polymers properties that are easy to fabricate using methods such as inkjet printing and roll-to-roll printing, mech...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L65/00C08K5/00C08J5/18H10K99/00
CPCC08K5/56C08G2261/1412C08G2261/212C08G2261/3223C08G2261/51C08G2261/512C08G2261/92H01B1/127H10K85/1135H10K85/331H10K10/488C08L65/00H01L31/00
Inventor E·伊亚格坎G·L·阿森斯E·D·戈麦斯B·H·史密斯
Owner ROHM & HAAS ELECTRONICS MATERIALS LLC
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